Preparation of enantiomerically enriched aromatic β-amino acids via enzymatic resolution

SJ Faulconbridge, KE Holt, LG Sevillano, CJ Lock…

Index: Faulconbridge, Susan J.; Holt, Karen E.; Garcia Sevillano, Luis; Lock, Christopher J.; Tiffin, Peter D.; Tremayne, Neil; Winter, Stephen Tetrahedron Letters, 2000 , vol. 41, # 15 p. 2679 - 2681

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Citation Number: 50

Abstract

The preparation of enantiomerically pure β-amino acids for incorporation into medicinal chemistry programmes is an area of intense activity. 1 Given the facile synthesis of racemic compounds of type 1 2 from the corresponding aromatic aldehyde we sought to develop an efficient biocatalytic resolution process based on a simple ester derivative 2 (Scheme 1). 3 Indeed, such an approach formed the basis of the first resolution of β-phenylalanine wherein the N-acetyl ethyl ester ...